Please use this identifier to cite or link to this item: http://hdl.handle.net/20.500.12779/3541
Title: Base-catalysed solvolysis of acylsilanes
Authors: Pietropaolo, D.
Fiorenza, M.
Ricci, A.
Taddei, Maurizio 
Issue Date: 1980
Project: None 
Journal: JOURNAL OF ORGANOMETALLIC CHEMISTRY
Abstract: 
Kinetic studies have been made of the hydrolysis of XC6H4COSiR3 compounds (R = Me, Et, Ph) in a mixture of THF (3 vol.) and aqueous sodium hydroxide (1 vol.). The rates of cleavage of p-NO2C6H4CH2SiMe3, C6H5COSiMe2C6H5 and C6H5COSiMe2C6H4Cl-p compounds under the same conditions have also been measured. Electron-attracting substituents on either side of the bond being broken lead to an increase in the rate. For the XC6H4COSiR3 compounds, the effects of the substituents X correlate excellently with their Hammett σ constants (ϱ = 3.5 and 2.5 for R = Me and Ph, respectively). The data are consistent with a mechanism in which the attack of the hydroxide ion occurs at the carbonyl C atom
Description: 
49271
URI: http://hdl.handle.net/20.500.12779/3541
ISSN: 0022-328X
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